- Hauser-Heck: Efficient Synthesis of γ-Aryl-β-ketoesters en Route to Substituted Naphthalenes
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γ-Aryl-β-ketoesters can be prepared in one step from aryl bromides and bis(trimethylsilyl) enol ethers using catalytic amounts of Pd(dba)2/t-Bu3P and stoichiometric amounts of Bu3SnF. The wide range of γ-(hetero)aryl-β-ketoesters that can be obtained illustrate the scope and limitations of this novel Hauser-Heck combination. γ-Aryl-β-ketoesters with a 1,3-dioxane acetal in the ortho position can easily be transformed into the hydroxy naphthoate in very good yield. Aqueous formic acid at 65 °C provides optimal conditions for this deprotective aromatization.
- Wagner, Frederic,Harms, Klaus,Koert, Ulrich
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- Donor-Acceptor-Acceptor 1,3-Bisdiazo Compounds: An Exploration of Synthesis and Stepwise Reactivity
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Metal carbenes, derived from the decomposition of diazo compounds, are valued for their capacity to perform a variety of transformations. A unique class of acyclic, bis-diazo compounds, the donor-acceptor-acceptor 1,3-bisdiazo compounds, are described her
- Abrams, Dylan J.,Davies, Huw M. L.,Sorensen, Erik J.
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supporting information
p. 1791 - 1795
(2020/03/24)
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- Highly atom-efficient oxidation of electron-deficient internal olefins to ketones using a palladium catalyst
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A 100 % atom-efficient synthesis of ketones from electron-deficient internal olefins was achieved using O2 as a "green" oxidant (see scheme, DMA=N,N-dimethylacetamide, EWG=electron-withdrawing group). Various electron-deficient olefins were oxidized to the corresponding ketones with over 99 % selectivity and without the formation of olefin isomers or their oxidized products. Copyright
- Mitsudome, Takato,Yoshida, Syuhei,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi
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p. 5961 - 5964
(2013/06/27)
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- Regioselective synthesis of functionalized biaryls based on the first [3+3] cyclocondensations of 4-Aryl-1,3-bis(trimethylsilyloxy)buta-1,3-dienes
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Sterically encumbered biaryls were regioselectively prepared by formal [3+3] cyclocondensations of novel 4-aryl-1,3- bis(trimethylsilyloxy)-1,3-dienes. Georg Thieme Verlag Stuttgart · New York.
- Adeel, Muhammad,Rashid, Muhammad A.,Rasool, Nasir,Ahmad, Rasheed,Villinger, Alexander,Reinke, Helmut,Fischer, Christine,Langer, Peter
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experimental part
p. 243 - 250
(2009/06/27)
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